- May 31 - Fiesta of Five Flags 2007 begins with the "Surrender of the City" to DeLuna LVII, Robert Leidner.
- May 31 - The Institute for Human and Machine Cognition wins an Excellence in Economic Development Award from the U.S. Department of Commerce.
- May 30 - A World War II practice bomb found at Pensacola Beach results in the evacuation of Portofino Island Resort & Spa.
- May 30 - Mary Ham is sentenced to two years in federal prison by U.S. District Court Judge Casey Rodgers for her role in a tax-evasion scheme led by her boyfriend, Fred "Sport" Suttles.
- May 30 - Three members of the Baker prostitution ring are sentenced to prison by Escambia County Circuit Court Judge Nickolas Geeker.
- May 28-30 - Each game of the Pensacola Pelicans' three-game series against the Fort Worth Cats was rained out. The games will be made up as part of three doubleheaders later in the season.
- May 27 - The Pensacola Pelicans fall to the the Shreveport Sports 9-4 at home.
- May 26 - An agreement between McGuire's Irish Pub and Holly Benson of the Florida Department of Business and Professional Regulation is reached regarding the restroom signage at two restaurant locations.
- May 26 - The Pensacola Pelicans fall to the the Shreveport Sports 3-2 at home.
- May 26 - The Korean War Memorial is dedicated at Veterans Memorial Park.
- May 25 - The Pensacola Pelicans defeat the Shreveport Sports 10-4 at home.
- May 25 - A new statue representing the area's history with U.S. Marine Corps is installed as part of the Pelicans in Paradise outdoor art project.
- May 24 - The Pensacola Pelicans fall to the the El Paso Diablos 6-3 at home.
- May 24 - Brandon Ward is convicted of second-degree murder of Joseph Hall and attempted second-degree murder of Joseph Ruinato.
- May 23 - The Pensacola Pelicans defeat the El Paso Diablos 7-4 at home.
- May 22 - The Pensacola Pelicans fall to the El Paso Diablos 1-0 at home.
- May 20 - The Pensacola Pelicans fall to the Shreveport Sports 2-1 in Shreveport, LA.
- May 20 - The Pensacola Israeli Festival is held at B'Nai Israel Synagogue.
- May 19 - The Pensacola Pelicans fall to the Shreveport Sports 3-2 in Shreveport, LA.
- May 19-20 - The first annual Hawkshaw Music Fest is held in downtown Pensacola.
- May 18 - The Pensacola Pelicans fall to the Shreveport Sports 7-3 in Shreveport, LA.
- May 18 - Local radio personality Luke McCoy announces he will retire from hosting the afternoon radio program "Pensacola Speaks". He will continue to host WCOA's morning news program.
- May 17 - The Pensacola Pelicans fall to the Shreveport Sports 5-1 in Shreveport, LA.
- May 17 - The summer concert series Evenings in Old Seville Square kicks off.
- May 17 - Escambia County Circuit Judge Terry D. Terrell fines Louisiana Investment Group, LLC, the owner of the Saufley Landfill, for failure to comply with a court order.
- May 17 - Hugh King enters a written waiver of not guilty and requests a jury trial on a charge of cocaine possession.
- May 16 - The Pensacola Pelicans fall to the Coastal Bend Aviators 4-1 at Corpus Christi, TX.
- May 15 - The Pensacola Pelicans defeat the Coastal Bend Aviators 4-2 at Corpus Christi, TX, for their first road win of the season.
- May 14 - The Pensacola Pelicans fall to the Coastal Bend Aviators 8-4 at Corpus Christi, TX.
- May 14 - Murder trial of U.S. Marine Brandon Ward begins.
- May 13 - The Pensacola Pelicans fall to the Lincoln Saltdogs 10-5 at home.
- May 12-13 - A wildfire near Beulah burns 250 acres.
- May 12 - The Pensacola Pelicans fall to the Lincoln Saltdogs 9-2 at home.
- May 12 - The Pace High School Lady Patriots defeat West Boca Raton for state softball championship.
- May 11 - The Pensacola Pelicans defeat the Lincoln Saltdogs 5-3 at home.
- May 10 - The Pensacola Pelicans begin their 2007 season, losing 6-1 to the Lincoln Saltdogs.
- May 10 - Lt. Cmd. Craig Olson rejoins the Blues Angels following the death of pilot Kevin Davis.
- May 10 - The Pensacola Civic Center hosts the 2007 Business EXPO, sponsored by the Pensacola Bay Area Chamber of Commerce and Pensacola News Journal.
- May 9 - A wildfire near Atmore Highway burns two acres in Garcon Point before being contained.
- May 8 - Gulf Power selects Kansas-based company Black & Veatch to install a new scrubber system at its Crist power plant.
- May 8 - Greater Union Baptist Church suspends Rev. Hugh King following his arrest for cocaine possession.
- May 7 - Jury selection begins for convicted murderer Jeremiah Rodgers's new sentencing procedure.
- May 6 - The Florida Department of Environmental Protection sues the Joiner Landfill in Milton for inappropriate practices.
- May 5 - Marketing firm Ideawörks wins a Gold ADDY award at the district level for photography in Grayton Retreat's marketing materials.
- May 5 - More than 1,100 runners compete in the 2007 Fiesta Run.
- May 4-5 - Relay for Life raises $60,000 for cancer research at Hellen Caro Elementary School in Perdido Key.
- May 4 - The Florida legislature extends the time in which the City of Pensacola may repay Cox Communications for a $3.4 million accounting error.
- May 4 - Blue Cross Blue Shield of Florida announces a $600,000 gift to the University of West Florida to establish a master of science nursing program.
- May 2 - Front Porch Pensacola community liaison Thelma Manley is fired by state officials for alleged misappropriation of funds.
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